Bisphenol A-glycidyl Research Articles

Enhancing dental remineralization and antimicrobial properties with Ag nanoparticles-loaded mesoporous bioactive glass in reinforced dental resins: A one-pot synthesis approach

Secondary caries develops between the dental filling and the tooth surface because the filling materials lack antibacterial properties. In our study, we successfully created Ag-mesoporous bioactive glass (MBG) with antibacterial properties using a one-pot synthesis method and modified its surface with bisphenol A-glycidyl methacrylate (Bis-GMA). We tested the antibacterial and remineralizing abilities of the resin matrix. The 10 wt% Bis-GMA-Ag-MBG composite resin showed excellent remineralizing and antibacterial abilities, and the presence of Ag nanoparticles did not affect these properties during the photocuring process. Cell viability experiments confirmed that the 10 wt% Bis-GMA-Ag-MBG composite resin is biocompatible. This study emphasizes the potential of Bis-GMA-Ag-MBG (10 wt%) as a new dental composite resin with bioactive, remineralizing, and antibacterial properties, addressing the critical need for durable and preventive dental materials against secondary caries.

Flexural strength of dental adhesives with different photoinitiator systems.

The aim of this study was to investigate the flexural strength of dental adhesives containing different combinations of photoinitiators systems. The organic matrix of the experimental adhesives was created using a blend of monomers: 50% by weight bisphenol-A glycidyl methacrylate (BisGMA) and 50% triethylene glycol dimethacrylate (TEGDMA). The photoinitiators utilized were camphorquinone (CQ) and phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO), with diphenyliodonium hexafluorophosphate (DPIHFP) and 2-(Dimethylamino)ethyl methacrylate (DMAEMA) as co-initiators. These photoinitiators and co-initiators were integrated into the organic matrix at a concentration of 0.5% by mass, resulting in the formation of 6 groups (n=12): CQ/DMAEMA (control); CQ/DMAEMA/DPIHFP; BAPO; BAPO/DMAEMA; BAPO/DPIHFP and BAPO/DMAEMA/DPIHFP. Samples measuring 7 mm in length, 2 mm in width, and 1 mm in height were prepared and subjected to a three-point flexural test. Data were analyzed using one-way ANOVA with Tukey's post-hoc test (α=0.05). Results indicated that groups incorporating BAPO and DPIHFP exhibited higher flexural strength compared to those with CQ and DMAEMA. The BAPO/DPIHFP group achieved the highest mean flexural strength values (p<0.001). These findings suggest that using adhesive systems with alternative photoinitiators and co-initiators can lead to superior flexural strength compared to conventional systems. Key words:Photoinitiators, Dentin-bonding agents, Light-curing.

Role of Nanotitania Ceramic Particulate Filler on Mechanical and Wear Behaviour of Dental Composite

Nanotitania is a well-acceptable material in biomedical applications due to its excellent biocompatibility. However, its other performances in terms of physical properties, mechanical properties and specific wear rate have been the keen interest of researchers. The study aims to modify dental composite formulation by adding nanotitania filler in different mass fractions and study to investigate its influence on physical and mechanical properties. A conventional monomer matrix consisting of Bisphenol A-Glycidyl methacrylate (BisGMA), Urethane dimethacrylate (UDMA), Triethylene glycol dimethacrylate (TEGDMA), Camphor Quinone (CO), Ethyl-4-dimethylaminobenzoate (EDMAB) was first added and modified with varying nanotitania filler fractions (0,0.5,1,1.5 wt. %). The performance of newly formulated composites was investigated in four major parameters like apparent porosity, hardness, compressive strength and specific wear rate. All tests are performed as per ISO4049 standard which are requirements for fabrication, characterization, direct/indirect restoration of dental composite, inlays, onlays, veneers, crowns and bridges. Specific wear rate was estimated using pin on disk tribometer under constant load of 20N. Due to its extremely hard and brittle nature, the micro-hardness and compressive strength of resin composite on adding 0.5 wt.-% of nanotitania filler fraction (DC0.5TiO2) were increased by 68% and 16% respectively. Using a pin on disc tribometer, a wear assessment has been performed and it was found that under constant wear parameters and distilled water environmental conditions, the specific wear rate was decreased by 26 % on adding 0.5 wt.-% mass fraction of nanotitania. Nanotitania indicated excellent performance based on mechanical and wear properties and hence, it can be suggested to use nanotitania as a novel filler of dental composite for the replacement of other non-biocompatible ceramic filler.

Evaluation of the toxic potential of Bisphenol-A glycidylmethacrylate (BisGMA) on the third instar larvae of transgenic Drosophila.

In the present study the cytotoxic and genotoxic effects of Bisphenol-A glycidyl methacrylate (BisGMA) was studied on the third instar larvae of transgenic Drosophila melanogaster (hsp70-lacZ)Bg9. The concentration of BisGMA i.e. 0.005, 0.010, 0.015 and 0.020M were established in diet and the larvae were allowed to feed on it for 24h. A dose dependent significant increase in the activity of β-galactosidase was observed compared to control. A significant dose dependent tissue damage was observed in the larvae exposed to 0.010, 0.015 and 0.020M of BisGMA compared to control. A dose dependent significant increase in the Oxidative stress markers was observed compared to control. BisGMA also exhibit significant DNA damaged in the third instar larvae of transgenic D. melanogaster (hsp70-lacZ)Bg9 at the doses of 0.010, 0.015 and 0.020M compared to control. BisGMA at 0.010, 0.015 and 0.020 M was found to be cytotoxic for the third instar larvae of transgenic D. melanogaster (hsp70-lacZ) Bg9.

Residual Monomer Release after the Polymerization of Different-Colored Flowable Compomer.

Compomers are restorative materials commonly used in pediatric dentistry. It is important to investigate the monomer release of materials used especially in pediatric patients. The aim of this study was to evaluate the residual monomer released from different-colored flowable compomers at five polymerization times. Three experimental groups were formed: Group 1: pink flowable compomer (Twinky Star, VOCO, Germany), Group 2: blue flowable compomer (Twinky Star, VOCO), Group 3: white flowable compomer, A2 color of Dyract XP (Dentslpy DeTrey, Konstanz, Germany). For each group, samples were prepared using standard cylindrical Teflon molds (n = 10), and the compomers were cured using a light-emitting diode (LED) source in accordance with the manufacturer's recommendations. During each time period, the number of residual monomers: bisphenol-A glycidyl methacrylate (bis-GMA), urethane dimethacrylate (UDMA), hydroxyethyl methacrylate (HEMA), and triethylene glycol dimethacrylate (TEGDMA) were determined with high-performance liquid chromatography (HPLC). All data were analyzed statistically. In all groups, the amount of residual monomers increased after 1-h release periods (P < 0.05). For 2 weeks, the total residual monomers released were determined at most in Group 3 and at least in Group 1. However, there was no significant difference between the groups in terms of released amounts of monomers (P > 0.05). According to the study, when the total amount of residual monomer released from all groups was compared, no difference was found and it was observed that none of them exceeded the toxic dose. Flowable colored compomers can be used as safely as white compomers in pediatric dentistry.

Advancing Dimethacrylate Dental Composites by Synergy of Pre-Polymerized TEGDMA Co-Filler: A Physio-Mechanical Evaluation.

Dental resin composites (DRCs) have gained immense popularity as filling material in direct dental restorations. They are highly valued for their ability to closely resemble natural teeth and withstand harsh oral conditions. To increase the clinical performance of dental restorations, various fillers are incorporated into DRCs. Herein, the effect of incorporating pre-polymerized triethylene glycol dimethacrylate (P-TEGDMA) as a co-filler in varying proportions (0%, 2.5%, 5%, and 10% by weight) into bisphenol A-glycidyl methacrylate (BisGMA)/TEGDMA/SiO2 resin composite was investigated. The obtained DRCs were examined for morphology, rheological properties, degree of crosslinking (DC), Vickers microhardness (VMH), thermal stability, and flexural strength (FS). The results revealed that SiO2 and P-TEGDMA particles were uniformly dispersed. The introduction of P-TEGDMA particles (2.5 wt.%) into the resin composite had a remarkable effect, leading to a significant reduction (p ≤ 0.05) in complex viscosity, decreasing from 393.84 ± 21.65 Pa.s to 152.84 ± 23.94 Pa.s. As a result, the DC was significantly (p ≤ 0.05) improved from 61.76 ± 3.80% to 68.77 ± 2.31%. In addition, the composite mixture demonstrated a higher storage modulus (G') than loss modulus (G″), indicative of its predominantly elastic nature. Moreover, the thermal stability of the DRCs was improved with the addition of P-TEGDMA particles by increasing the degradation temperature from 410 °C to 440 °C. However, the VMH was negatively affected. The study suggests that P-TEGDMA particles have the potential to be used as co-fillers alongside other inorganic fillers, offering a means to fine-tune the properties of DRCs and optimize their clinical performance.

Degree of conversion and physicomechanical properties of newly developed flowable composite derived from rice husk using urethane dimethacrylate monomer.

This study evaluated the use of urethane dimethacrylate (UDMA) as a base monomer to prepare the newly developed flowable composite (FC) using nanohybrid silica derived from rice husk in comparison to bisphenol A-glycidyl methacrylate (Bis-GMA) on the degree of conversion and physicomechanical properties. The different loadings of base monomer to diluent monomer were used at the ratio of 40:60, 50:50, and 60:40. The bonding analysis confirmed the presence of nanohybrid silica in the newly developed FC. Independent t-test revealed a statistically significant increase in the degree of conversion, depth of cure and Vickers hardness of the UDMA-based FC, while surface roughness showed comparable results between the two base monomers. In conclusion, UDMA-based FC demonstrated superior performance with 60%-65% conversions, a significantly higher depth of cure exceeding 1 mm which complies with the Internal Standard of Organization 4049 (ISO 4049), and a substantial increase in Vickers hardness numbers compared to Bis-GMA-based FC, making UDMA a suitable alternative to Bis-GMA as a base monomer in the formulation of this newly developed FC derived from rice husk.

Effect of Nanohydroxyapatite, Zirconia and Glass Filler Particles on the Wear and Microhardness of Experimental Dental Composite Resin.

To study the influence of nanoparticles of hydroxyapatite, zirconia, and glass on the wear and the microhardness of the organic matrix of experimental dental composite resin. The dental composite resin matrix was fabricated from bisphenol A-glycidyl methacrylate (Bis-GMA) (40 wt%), triethylene glycol dimethacrylate (TEGDMA) (36 wt%), and camphorquinone (0.4 wt%). Nanohydroxyapatite, glass, and zirconia fillers were silane treated. Nano-hydroxyapatite, glass, and zirconia were incorporated at three different concentrations. The polymerization of the dental composite resin was done using a light curing unit. Experimental dental composite resins were evaluated for wear and microhardness. The data were analyzed by one-way analysis of variance (ANOVA) test. The experimental dental composite resin composed of 32% of nanohydroxyapatite, 27% of zirconia, and 19% of glass as filler showed the minimum amount of wear. The Vickers hardness (VHN) number was observed to be minimum for the experimental dental composite resin composed of 24.1% of nanohydroxyapatite, 22% of zirconia, and 14.5% of glass. The inclusion of 32% nanohydroxyapatite, 27% of zirconia, and 19% of glass as filler into the experimental dental composite resin decreased the wear and increased the hardness. Mirajkar CK, Winnier J, Hambire U. Effect of Nanohydroxyapatite, Zirconia and Glass Filler Particles on the Wear and Microhardness of Experimental Dental Composite Resin. Int J Clin Pediatr Dent 2023;16(S-1):S81-S84.

Experimental Composite Resin with Myristyltrimethylammonium Bromide (MYTAB) and Alpha-Tricalcium Phosphate (α-TCP): Antibacterial and Remineralizing Effect.

The aim of this study was to develop an experimental composite resin with the addition of myristyltrimethylammonium bromide (MYTAB) and α -tricalcium phosphate (α-TCP) as an antibacterial and remineralizing material. Experimental composite resins composed of 75 wt% Bisphenol A-Glycidyl Methacrylate (BisGMA) and 25 wt% Triethylene Glycol Dimethacrylate (TEGDMA) were produced. Some 1 mol% Trimethyl benzoyl-diphenylphosphine oxide (TPO) was used as a photoinitiator, and butylated hydroxytoluene (BTH) was added as a polymerization inhibitor. Silica (1.5 wt%) and barium glass (65 wt%) particles were added as inorganic fillers. For remineralizing and antibacterial effect, α-TCP (10 wt%) and MYTAB (5 wt%) were incorporated into the resin matrix (α-TCP/MYTAB group). A group without the addition of α-TCP/MYTAB was used as a control. Resins were evaluated for their degree of conversion (n = 3) by Fourier Transform Infrared Spectroscopy (FTIR). The flexural strength (n = 5) was assessed based on ISO 4049:2019 requirements. Microhardness was assessed to calculate softening in solvent (n = 3) after ethanol immersion. The mineral deposition (n = 3) was evaluated after immersion in SBF, while cytotoxicity was tested with HaCaT cells (n = 5). Antimicrobial activity (n = 3) was analyzed against S. mutans. The degree of conversion was not influenced by the antibacterial and remineralizing compounds, and all groups reached values > 60%. The α-TCP/MYTAB addition promoted increased softening of polymers after immersion in ethanol and reduced their flexural strength and the viability of cells in vitro. A reduction in S. mutans viability was observed for the α-TCP/MYTAB group in biofilm formation and planktonic bacteria, with an antibacterial effect > 3log10 for the developed materials. Higher intensity of phosphate compounds on the sample's surface was detected in the α-TCP/MYTAB group. The addition of α-TCP and MYTAB promoted remineralizing and antibacterial effects on the developed resins and may be a strategy for bioactive composites.

Development of Bisphenol-A-Glycidyl-Methacrylate- and Trimethylolpropane-Triacrylate-Based Stereolithography 3D Printing Materials

The main advantages of the three-dimensional (3D) printing process are flexible design, rapid prototyping, multi-component structures, and minimal waste. For stereolithography (SLA) 3D printing, common photocurable polymers, such as bisphenol-A glycidyl methacrylate (Bis-EMA), trimethylolpropane triacrylate (TMPTMA), as well as urethane oligomers, have been widely used. For a successful 3D printing process, these photocurable polymers must satisfy several requirements, including transparency, a low viscosity, good mechanical strength, and low shrinkage post-ultraviolet curing process. Herein, we investigated SLA-type photocurable resins prepared using Bis-EMA, TMPTMA, and urethane oligomers. The flexural strength, hardness, conversion rate, output resolution, water absorption, and solubility of the printed materials were investigated. The degree of conversion of the printed specimens measured by infrared spectroscopy ranged from 30 to 60%. We also observed that 64-80 MPa of the flexural strength, 40-60 HV of the surface hardness, 15.6-29.1 MPa of the compression strength, and 3.3-14.5 MPa of the tensile strength. The output resolution was tested using three different structures comprising a series of columns (5-50 mm), circles (0.6-6 mm), and lines (0.2-5 mm). In addition, we used five different pigments to create colored resins and successfully printed complex models of the Eiffel Tower. The research on resins, according to the characteristics of these materials, will help in the design of new materials. These results suggests that acrylate-based resins have the potential for 3D printing.

Rutin alleviates bisphenol A-glycidyl methacrylate-induced generation of proinflammatory mediators through the MAPK and NF-κB pathways in macrophages.

Bisphenol A-glycidyl methacrylate (BisGMA) is a methacrylate monomer that is mainly used in three-dimensional structures to reconstruct dental and bony defects. BisGMA has toxic and proinflammatory effects on macrophages. Rutin is a natural flavonol glycoside that is present in various plants and has useful biological effects, such as anti-inflammatory, anticancer, and antioxidative effects. The aim of this study was to investigate the anti-inflammation of rutin in macrophages after exposure to BisGMA. Pretreatment of the RAW264.7 macrophage with rutin at 0, 10, 30, and 100 μM for 30 min before being incubated with BisGMA at 0 or 3μM. Proinflammatory cytokines and prostaglandin (PG) E2 were detected by enzyme-linked immunosorbent assay (ELISA). Nitric oxide (NO) was detected by the Griess assay. Expression and phosphorylation of proteins were measured by Western blot assay. Pretreatment with rutin inhibited the BisGMA-induced generation of proinflammatory cytokines, including tumor necrosis factor (TNF)-α, interleukin (IL)-1β, IL-6, and PGE2, in macrophages. Rutin also suppressed the BisGMA-induced secretion of NO and expression of inducible nitric oxide synthase (iNOS) in a concentration-dependent manner. Furthermore, rutin suppressed the mitogen-activated protein kinase (MAPK) phosphorylation in a concentration-dependent manner. Finally, rutin suppressed the BisGMA-induced phosphorylation of nuclear factor (NF)-κB p65 and degradation of inhibitor of κB (IκB). These results indicate that the concentration of rutin has an inhibitory effect on proinflammatory mediator generation, MAPK phosphorylation, NF-κB p65 phosphorylation, and IκB degradation. In conclusion, rutin is a potential anti-inflammatory agent for BisGMA-stimulated macrophages through NF-κB p65 phosphorylation and IκB degradation resulting from MAPK phosphorylation.

1,3,5-triacryloylhexahydro-1,3,5-triazine improves antibacterial and physicochemical properties of an experimental resin-based cement

Stable antibacterial cement could contribute to reducing the biofilm formation for a healthy marginal sealing in high-risk areas in indirect restorations. This study aimed to incorporate 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) on experimental resin-based cements and evaluate its antibacterial and physicochemical properties. An experimental resin-based cement was formulated with 50 wt% Bisphenol A-Glycidyl Methacrylate (BisGMA), 30 wt% Urethane Dimethacrylate (UDMA), 20 wt% Triethylene Glycol Dimethacrylate (TEGDMA), and initiators. Barium silicate glass was used as a filler (45 wt%) and two different groups were tested: C TAT with 15 wt% TAT addition and C CONTROL with no TAT addition. The developed cements were evaluated by their degree of conversion, film thickness, flow, flexural strength, softening solvent, cytotoxicity, and antibacterial activity. Microshear bond strength (μSBS) was evaluated regarding dental tissues, glass-ceramics, and polycrystalline ceramics. C TAT showed a higher degree of conversion, lower cytotoxicity, lower softening solvent, and an increased film thickness when compared to C CONTROL. No statistical difference was found between the groups for flow, flexural strength, planktonic antibacterial analysis, and cytotoxicity. Reduced biofilm formation was observed in the C TAT group. C TAT improved the μSBS values for a polycrystalline ceramic substrate. The addition of 1,3,5-triacryloylhexahydro-1,3,5-triazine showed anti-biofilm activity, increased degree of conversion, decreased cytotoxicity, and increased bond strength for IPS-YTZP substrate tested.

Elution of Monomers From CAD-CAM Materials and Conventional Resin Composite in Distilled Water and Artificial Saliva.

The purpose of this study was to evaluate the leaching pattern of different types of polymer computer-aided design and computer-aided manufacturing (CAD-CAM) materials with a conventional resin composite. Specimens of three representatives by type of polymer CAD-CAM blocks and one conventional resin composite were suspended using a silk thread in distilled water and artificial saliva. After one day, seven days, 14 days, 30 days, and 60 days, the analysis of the eluates for the detection of bisphenol A (BPA), urethane dimethacrylate (UDMA), triethylene glycol dimethacrylate (TEGDMA) and bisphenol A-glycidyl dimethacrylate (Bis-GMA) was quantified by utilizing high-performance liquid chromatography (HPLC). TEGDMA was the main eluted monomer for the polymer CAD-CAM materials for both solutions. However, there was a decreasing pattern throughout the tested period. On the contrary, there was a constant release of monomers from the conventional resin composite. Bisphenol-A was released only by the conventional resin composite and in both solutions chosen. Different types of polymer CAD-CAM materials release minimal or no monomers compared to the conventional resin composite material. The methods of fabrication of polymer CAD-CAM materials produces better properties than the conventional resin composite with a dramatic decrease of monomer elution.

Influence of Instrument Lubrication on Properties of Dental Composites.

Resin composites are one of the most commonly used materials in restorative dentistry. To improve their handling and facilitate restoration sculpting, clinicians began to lubricate modeling instruments with various substances like alcohol, unfilled resins, or even bonding agents. Although the technique is commonly present in daily clinical practice, it has not been precisely described in the literature and both application methods and lubricating materials vary across the available studies. This study aims to summarize the currently available knowledge about influence of instrument lubrication on properties of dental composites. Literature selection was conducted within MEDLINE, SCOPUS, and EBSCO databases. Instrument lubrication seems not to be indifferent for composite mechanical and optical properties. Moreover, various lubricants can differently affect the composite material, so the choice of lubricating agent should be deliberate and cautious. Available in vitro studies suggest possible incorporation of lubricant into the composite structure. Unfilled resins based on bisphenol A-glycidyl methacrylate (Bis-GMA) seem to be the best choice for the lubricant, as bonding agents containing hydrophilic molecules and alcohols carry a bigger risk of altering the composite properties. Further research is necessary to evaluate lubricants' influence in clinical practice conditions.

The Influence of Low-Molecular-Weight Monomers (TEGDMA, HDDMA, HEMA) on the Properties of Selected Matrices and Composites Based on Bis-GMA and UDMA.

Bisphenol A-glycidyl methacrylate (bis-GMA) and urethane dimethacrylate (UDMA) are usually combined with low-viscosity monomers to obtain more desirable viscosity, handling characteristics and general properties. The present study determined the flexural strength (FS), flexural modulus (FM), diametral tensile strength (DTS), and hardness (HV) of five matrices and composites based on these resins. The polymerization shrinkage stress (PSS) was also studied for the composites. The polymer matrices were formed using bis-GMA and UDMA. TEGDMA, HEMA and HDDMA acted as co-monomers. The composites had 45 wt.% of filler content. The highest FS and FM were obtained from the UDMA/bis-GMA/TEGDMA/HEMA matrix and the composite (matrix + filler). The best DTS values were obtained from the UDMA/bis-GMA/HEMA matrix and the composite. One of the lowest values of FS, FM, and DTS was obtained from the UDMA/bis-GMA/HDDMA matrix and the composite. All the composites demonstrated similar hardness values. The lowest polymerization shrinkage stress was observed for the UDMA/bis-GMA/TEGDMA/HEMA composite, and the highest PSS was observed for the UDMA/bis-GMA/TEGDMA/HDDMA composite. The addition of HEMA had a positive effect on the properties of the tested materials, which may be related to the improved mobility of the bis-GMA and UDMA monomers.

Moisture Tolerant Pit and Fissure Sealant: A Literature Review.

Even in the 21st century, dental caries are considered a global burden, severely upsetting the health and quality of life of those affected. Apart from the fluoride use and regular oral hygiene, one of the most important prophylactic approaches against caries occurrence is the sealing of pits and fissures. Pit and fissure sealants are a core part of the preventive program in pediatric dentistry and should be considered as a key component of minimally invasive dentistry due to their broad patient benefit. The primary sealant efficacy measure is retention. If the sealant remains bonded to the tooth and offers a good seal, then it is right to expect the occurrence of caries to be diminished. Traditional pit and fissure sealants are hydrophobic. These materials are based on bisphenol A-glycidyl methacrylate (bis-GMA) and other monomers requiring a dry field which is hard to achieve in an oral environment, especially for children. This review highlights the literature on the effectiveness of moisture tolerant pit and fissure sealant, which are the hydrophilic pit and fissure sealant, and a general overview of the pit and fissure sealant materials used for sealing occlusal surfaces, its classification as well as indications and possible side effects. How to cite this article: Priscilla S, GS P, Mohandoss S. Moisture Tolerant Pit and Fissure Sealant: A Literature Review. Int J Clin Pediatr Dent 2022;15(2):233-239.

Water Sorption, Water Solubility, and Rheological Properties of Resin-Based Dental Composites Incorporating Immobilizable Eugenol-Derivative Monomer.

The present study aimed to evaluate the properties of new dental formulations incorporating a new polymerizable-derivative of eugenol (EgGMA). The experimental composites were prepared (by weight) with 35% resin-based matrix (1:1, bisphenol A-glycidyl methacrylate/triethylene glycol dimethacrylate) and 65% reinforcing materials (4:3, hydroxyapatite/zirconium oxide). A portion of 0.0, 2.5, and 5.0% of the resins with respect to the total composite was replaced by EgGMA monomer to obtain TBEg0, TBEg2.5, and TBEg5, respectively. The complex viscosity (at 25 and 37 °C), degree of conversion (DC), and water sorption (WSP) and water solubility (WSL) (3 cycles of sorption-desorption process) were investigated. Data were statistically analyzed using one-way and Tukey post-hoc tests. The results revealed a viscosity reduction with shear-thinning behavior as the EgGMA amount and temperature increased. The average complex viscosities at a lower frequency (ω = 1.0 rad/s) and at 25 °C were 234.7 ± 13.4, 86.4 ± 16.5, and 57.3 ± 17.1 (kPa·s) for TBEg0, TBEg2.5, and TBEg5, respectively. The inclusion of EgGMA led to a lower DC and WSP but higher WSL, compared to those of the reference (TBEg0). However, no significant differences between TBEg2.5 and control were detected (p > 0.05). Therefore, the incorporation of EgGMA in a low quantity, e.g., up to 8.45 mol% of resins, within the matrix may enhance the composite’s performance, including handling and solubility properties without any apparent effect on DC and water sorption, making it a promising monomeric biomaterial for various applications including restorative dentistry.

Migration of bisphenol A and its related compounds in canned seafood and dietary exposure estimation

Abstract The present study sought to investigate the migration of target bisphenols, such as bisphenol-A (BPA), bisphenol-F (BPA), bisphenol-A diglycidyl ether (BADGE), bisphenol-A (2,3-dihydroxypropyl) glycidyl ether (BADGE·H2O), bisphenol-A bis(2,3-dihydroxypropyl) ether (BADGE·2H2O), and bisphenol F diglycidyl ether (BFDGE) in 102 samples of several canned seafood, namely canned Antarctic krill, scallop, oysters, mussel, clam, and mantis shrimp stored for months at different temperatures through a high-performance liquid chromatographic-fluorescence detector combined with a microwave-assisted extraction method. Except for BFDGE, the other five bisphenols were observed in most of the analyzed samples. The canned shrimp showed the highest migration of BPA (0.089 mg/kg), exceeding the specific migration limit (SML) of BPA (0.05 mg/kg) specified by the European Union, while the migration levels of BADGE and its derivatives were within their SMLs. The migration behavior of bisphenols in the canned seafood was majorly affected by the analytes, storage conditions, and food types. BPA, BADGE·H2O, and BADGE·2H2O were characterized by a rapid migration during the first half of the shelf life, which increased with the increase of temperature, followed by a stabilization or decline of their concentrations for prolonged durations. Besides, the migration of target bisphenols was significantly influenced by the storage temperature in some seafood species. Notably, higher migration level of BPA was found in samples with higher fat content. The average dietary exposure of Chinese adults to BPA, BPF, BADGE·2H2O, BADGE·H2O, and BADGE of canned seafood was estimated at 11.69, 1.21, 6.47, 8.74, and 4.71 ng/(kg·d), respectively. The target hazard quotient values of all the analyzed bisphenols were below 1 for the Chinese adults, suggesting an insignificant exposure to these bisphenols through canned seafood consumption.

Release of leachable products from resinous compounds in the saliva of children with anterior open bite treated with spur.

To evaluate the release of bisphenol-A glycidyl methacrylate (BisGMA), triethylene glycol dimethacrylate (TEGDMA), bisphenol A (BPA), and phthalates of the composite resin used in the bonding of spurs applied in the treatment of children with anterior open bite and its effects on human keratinocytes. Saliva samples of 22 children were collected before spur attachment (baseline) and 30 minutes (min) and 24 hours (h) after spur bonding. Analysis was performed using high-performance liquid chromatography (HPLC) coupled to tandem mass spectrometry (HPLC-MS/MS) and gas chromatography coupled to mass spectrometry (GC-MS). Standardized resin increments were added to three different dilutions of the cell culture medium. Keratinocytes (HaCaT) were cultivated in the conditioned media and evaluated for cell viability (MTT) and cell scratch assay. The levels of BisGMA (1.74±0.27 μg/mL), TEGDMA (2.29±0.36 μg/mL), and BPA (3.264±0.88 μg/L) in the saliva after 30 min, in comparison to baseline (0±0 μg/mL, 0±0 μg/mL, and 1.15±0.21 μg/L, respectively), presented higher numbers. After 24 h, the levels of the monomers were similar to the baseline. Phthalates showed no significant difference among groups. HaCat cells showed increased viability and reduced cell migration over time after exposure to methacrylate-based resin composites. Resin composites, used to attach spurs in children with anterior open bite during orthodontic treatment, release monomers after polymerization and can influence the behavior of human keratinocytes, even at very low concentrations. Orthodontists should be aware of the risks of the resinous compounds release and preventive procedures should be held to reduce patient exposure.

Preparation and evaluation of novel bio-based Bis-GMA-free dental composites with low estrogenic activity

ObjectiveAlthough bisphenol Aglycidyl methacrylate (Bis-GMA) are widely used in the dental composite, its raw materials include the petroleum-based product bisphenol A (BPA) with high estrogenic activity (EA). In this study, two new BPA-free dimethacrylate monomers from bio-based material creosol were synthesized and evaluated. MethodsThe renewable bisphenol monomer 5, 5'-methylenedicreosol (BCF) was prepared from bio-based material creosol. By the human breast cancer cells (MCF-7 cells) proliferation assay, a risk assessment of BCF was performed to determine if BCF possessed reduced EA in comparison to BPA. Then, the novel monomers 5, 5'-methylenedicreosol diglycidyl ether diacrylate (BCF-EA) and 5, 5'-methylenedicreosol diglycidyl ether dimethacrylate (BCF-GMA) were synthesized from BCF with epichlorohydrin and (meth)acrylate. All products were investigated by 1H NMR and FT-IR spectra. The control resin was a mixture based on Bis-GMA and tri(ethyleneglycol) dimethacrylate (TEGDMA) with a weight ratio of 5:5 (5B5T). Similarly, experimental resin matrix was a mixture based on BCF-EA/TEGDMA (5E5T) and BCF-GMA/TEGDMA (5G5T). And their corresponding composites were then prepared with corresponding resin matrices and hybrid SiO2 (5E5TC, 5G5TC and 5B5TC). The properties of these composites were investigated according to the standard or referenced methods. Each sample was evaluated for double bond conversion (DC), shrinkage stress (SS) and volumetric polymerization shrinkage (VS). Water sorption (WS), water solubility (SL), mechanical properties and cytotoxicity were also measured. Results1H NMR and FT-IR spectra confirmed the chemical structure of each monomer. EA test revealed that bio-based bisphenol monomer BCF as the precursor of BCF-EA and BCF-GMA showed lower EA than BPA. Cured resin matrix: Both 5E5T and 5G5T had nearly the same DC (p < 0.05), which was higher than 5B5T (p < 0.05); 5E5T and 5G5T had lower VS, SL and cytotoxicity than 5B5T (p < 0.05); mechanical properties of 5E5T and 5G5T were all better than those of 5B5T (p < 0.05). Cured composite: There was no significant difference in conversion (p < 0.05); 5E5TC and 5G5TC had significantly lower VS (p < 0.05); WS of 5E5TC and 5G5TC were similar (p < 0.05), but higher compared to 5B5TC (p < 0.05); 5E5TC and 5G5TC had the deeper depth of cure (p > 0.05); before water immersion, there was no significant difference in flexural strength between 5E5TC and 5G5TC (p > 0.05), and higher than 5B5TC (p < 0.05); 5E5TC and 5G5TC showed less cytotoxicity than 5B5TC (p < 0.05). SignificanceThe new BPA-free di(meth)acrylates are promising photocurable dental monomers owning to bio-based raw material, high degree of conversion coupled with low curing shrinkage and good mechanical properties. Therefore, BCF-EA and BCF-GMA has a potential to be used as the substitution for Bis-GMA to prepare Bis-GMA-free dental composite.